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Chapter 11: 38E (page 350)

Propose a mechanism for the following reaction, an important step in the laboratory synthesis of proteins:

Short Answer

Expert verified

E1 reaction is a substitution nucleophilic unimolecular reaction. It follows first-order kinetics with respect to the substrate.

In the E1 reaction, the deprotonation of hydrogen occurs leading to the formation of carbocation which forms the alkene.

Step by step solution

01

E1 reaction

E1 reaction is a substitution nucleophilic unimolecular reaction. It follows first-order kinetics with respect to the substrate.

In the E1 reaction, the deprotonation of hydrogen occurs leading to the formation of carbocation which forms the alkene.

02

Trifluoroacetic acid

Trifluoroacetic acidic is used as a reagent for the formation of arginine the reagent is used for the deprotonation of the t-BOC group which is used for the protection of the amine group.

03

Mechanism 

  1. Protonation occurs
  2. Leaving group is eliminated
  3. Removal of proton

Mechanism

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Most popular questions from this chapter

Question:What products would you expect from the reaction of 1-bromopropane with each of the following?

(b) KOC(CH3)

Question: What stereochemistry do you expect for the alkene obtained by E2 elimination of (1R, 2R)-1,2-dibromo-1,2-diphenylethane? Draw a Newman projection of the reacting conformation.

Question: Predict the product and give the stereochemistry resulting from reaction of each of the following nucleophiles with (R)-2-bromooctane:

a) CN-

Which compound in each of the following pairs will react faster in an SN2reaction with?

a) CH3Br or CH3I

Question: Ignoring double-bond stereochemistry, what products would you expect from elimination reactions of the following alkyl halides? Which product will be the major product in each case?
See all solutions

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